Plug Training Stories

51,411 results
Orientation
Length
Source
Infinite Scroll

Rose Meets Her Master Ch. 01

by vickygirl on Sep 11, 2017
BDSM

I didn't need the money, but I made a profile on the sugar daddy website anyway. In the about me section, I wrote "Young female slave looking for master. Inexperienced, needs training". It wasn't long before I got a message in my inbox from a tall, attractive man with an incredible smile. "Saw your post. I'd be interested training you, and I'll pay you $100...

A Lesson Lasting Far Beyond Sunrise

by TrainMe2BGood on Sep 13, 2017
BDSM

Part 1 My tongue pressed against my teeth when I saw the power vibe in my Master's hand. He had taken me to a nice wooded park for our morning training. I sat obediently while he pushed my pants to my ankles and opened my shirt to reveal my full and slightly bruised breasts. He knew why I was frowning. The day before he had kept me in constant arousal w...

Rachael's Awakening

by Victoria_2001_02769 on Sep 19, 2017
BDSM

Things at work had been going slowly, due in large part to the almost daily late afternoon rain showers we'd been getting; that, and the fact that I had been going through a personal dry spell. Everything seemed to brighten, and change for the better, when my housemaid, Rachael, came to work for me. The day she had knocked on the door in response to the ad i...

Welcome Home My Master

by MastersPrizedPossession on Sep 26, 2017
BDSM

Friday afternoon had me showing up at the airport, looking like a very expensive call girl. Heavy makeup, blonde hair long and flowing as he likes, short black skirt, white button up blouse, slightly too unbuttoned, my red and black half bra easily seen, my pierced nipples even easier to be seen through the white material. Black fishnet thigh highs and some...

Party Turned Training Session

by rosesubslut on Sep 13, 2017
BDSM

It all began with Him telling me we were having a party for the Superbowl. To most that would seem like nothing out of the ordinary, but to me, it made my mind race. Maybe I should back up a bit and explain the relationship so you might understand. You see, He is my Dominant and I am his anal submissive slut. That means that He directs what i do daily and...

Naughty New Neighbors: Ass Training

by mab7991 on Sep 11, 2017
Group Sex

Naughty New Neighbors: Ass Training Summary: Rick begins Chrissie's ass training with a little help from sex shop sales girl Zoey Note 1: Thanks to Jasmine, and LarryArcher, for their helpful suggestions and wonderful editing of my story. I can't thank you enough. Note 2: Special thanks to Jasmine whose stories have inspired me to write. The next morning...

Who's The Boss? Ch. 09

by Js_Keeper on Sep 11, 2017
BDSM

Author's Note: Although you can enjoy the story as a stand-alone, I recommend reading the earlier chapters in order to get the context of this story. If you take the time to read my stories, please take a few more seconds to leave a comments and/or a vote. Feedback is always appreciated. Enjoy! ------------------------------------ My initial plan had bee...

A New Level of Submission

by Muffins127 on May 15, 2018
Anal

*Hello Mysterious reader, this is my first work so I'd appreciate any and all feedback, and ultimately, hope you enjoy the first part of this story. Big thanks to Sexyvibe who did a wonderful job editing my poor comprehension of the English language. I wrote this initially for my wife when she first started her training, to give her an idea of what was expe...

Wifely Training Ch. 02

by Anaribrady on Apr 14, 2020
BDSM

Wifely Training began with Bella strapped down to her personal bench. "Count." "To what?" Whack! The Professor's hand came down hard on her ass. "I didn't ask a question. Count until I stop." The soft suede of the flogger brushed her raised bottom and she began to count. "This won't be so bad," she thought, but by the count of 20, she had changed her mi...

Freyja Inc. Ch. 04

by Texas_law_man on Sep 15, 2017
Toys & Masturbation

Chapter Four: Training begins The elevator ride was only five stories up, much shorter than the last one. As the doors open Shea expected to see another office type setting where they would be poked and prodded again but much to her delight the atmosphere was more warm and welcoming. The walls were wood paneled and there was a nice runner on the floor inste...